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Our top choices for Osprey condo rentals

Chadwick Cove Resort & Marina

Chadwick Cove Resort & Marina
4.0 star property
Manasota Key
10.0 out of 10, Exceptional, (17 reviews)
"Great place and location "
United States
Cathy
The price is AED 733
AED 2,474 total
includes taxes & fees
26 Mar - 27 Mar
Chadwick Cove Resort & Marina

Beach to Bay! Heated Pool and Dock on the Bay! Walk to the Beach and Restaurants

Beach to Bay! Heated Pool and Dock on the Bay! Walk to the Beach and Restaurants
Manasota Key
9.8 out of 10, Exceptional, (32 reviews)
"We had a great time and a comfortable stay."
United States
Deb J.
The price is AED 569
AED 1,450 total
includes taxes & fees
15 Apr - 16 Apr
Beach to Bay! Heated Pool and Dock on the Bay! Walk to the Beach and Restaurants

Dolphin at Coastal Breeze | Quiet and Cozy Retreat, Walk to Turtle Beach, Bayfront Patio, Boat Dock

Dolphin at Coastal Breeze | Quiet and Cozy Retreat, Walk to Turtle Beach, Bayfront Patio, Boat Dock
Sarasota
9.4 out of 10, Exceptional, (13 reviews)
"We loved the closeness to the bay, our backyard"
United States
Alec V.
The price is AED 762
AED 2,100 total
includes taxes & fees
1 Apr - 2 Apr
Dolphin at Coastal Breeze | Quiet and Cozy Retreat, Walk to Turtle Beach, Bayfront Patio, Boat Dock

Sunset and beach view from your balcony Unit 403

Sunset and beach view from your balcony Unit 403
Longboat Key
9.8 out of 10, Exceptional, (113 reviews)
"Gorgeous view and comfortable interior. Great beach access and good pool. "
United States
Tanya M.
The price is AED 714
AED 1,571 total
includes taxes & fees
21 Apr - 22 Apr
Sunset and beach view from your balcony Unit 403

3 Bedroom- Beachfront Condo with Beautiful Views of the Gulf

3 Bedroom- Beachfront Condo with Beautiful Views of the Gulf
Manasota Key
9.4 out of 10, Exceptional, (77 reviews)
"Beautiful condo and perfect location for a relaxing beach getaway! We celebrated my husband’s 50th birthday and it was perfect! We will definitely book again! "
United States
Yasamin G.
The price is AED 911
AED 1,832 total
includes taxes & fees
4 Apr - 5 Apr
3 Bedroom- Beachfront Condo with Beautiful Views of the Gulf

Shorewalk Palms Heaven 2BR Villa • 2 Pools & Heated Hot Tubs •Near IMG / Beaches

Shorewalk Palms Heaven 2BR Villa • 2 Pools & Heated Hot Tubs •Near IMG / Beaches
Bradenton
10.0 out of 10, Exceptional, (33 reviews)
"Great location between beaches and Sarasota activities. Nice space in a lovely community. "
United States
Sara
The price is AED 520
AED 1,183 total
includes taxes & fees
24 Mar - 25 Mar
Shorewalk Palms Heaven 2BR Villa • 2 Pools & Heated Hot Tubs •Near IMG / Beaches

Shorewalk Lakefront 2BR Corner Condo ~ Pools & Lanai ~ 5 Min to IMG ~ Anna Maria

Shorewalk Lakefront 2BR Corner Condo ~ Pools & Lanai ~ 5 Min to IMG ~ Anna Maria
Bradenton
10.0 out of 10, Exceptional, (124 reviews)
"We enjoyed our stay. Is as shown in pictures and description. "
United States
Erin M.
The price is AED 514
AED 1,199 total
includes taxes & fees
10 Apr - 11 Apr
Shorewalk Lakefront 2BR Corner Condo ~ Pools & Lanai ~ 5 Min to IMG ~ Anna Maria

Steps to Water! Sea Glass - Beach to Bay, Heated Pool and Dock

Steps to Water! Sea Glass - Beach to Bay, Heated Pool and Dock
Manasota Key
9.8 out of 10, Exceptional, (42 reviews)
"Host was very communicative and helpful. "
United States
Jennifer O.
Steps to Water! Sea Glass - Beach to Bay, Heated Pool and Dock

Coastal Breeze Siesta - Turtle

Coastal Breeze Siesta - Turtle
2.0 star property
Siesta Key
10.0 out of 10, Exceptional, (1 review)
"Great little place to stay and enjoy the nearby beaches and restaurants! The communication was on point. We will be back "
United States
Jacob
The price is AED 991
AED 2,077 total
includes taxes & fees
1 Apr - 2 Apr
Coastal Breeze Siesta - Turtle

Spacious Shorewalk Condo ~ Pools & WiFi ~ 5 Min to IMG ~ Near Anna Maria Island

Spacious Shorewalk Condo ~ Pools & WiFi ~ 5 Min to IMG ~ Near Anna Maria Island
Bradenton
9.8 out of 10, Exceptional, (151 reviews)
"Clean and easy access to IMG. "
United States
OBrian V.
The price is AED 514
AED 1,192 total
includes taxes & fees
4 Apr - 5 Apr
Spacious Shorewalk Condo ~ Pools & WiFi ~ 5 Min to IMG ~ Near Anna Maria Island

1BR Beach Getaway – Silver Sands #254 by RVA

1BR Beach Getaway – Silver Sands #254 by RVA
Longboat Key
9.2 out of 10, Wonderful, (93 reviews)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Will stay here again"
United States
Chrissy C.
The price is AED 885
AED 1,648 total
includes taxes & fees
29 Mar - 30 Mar
1BR Beach Getaway – Silver Sands #254 by RVA

Manatee at Coastal Breeze | Stunning Bay Views | Walk to Beach | Dock Access | Fishing | Beach Gear

Manatee at Coastal Breeze | Stunning Bay Views | Walk to Beach | Dock Access | Fishing | Beach Gear
Sarasota
9.6 out of 10, Exceptional, (15 reviews)
"We had a lovely week in this property and even saw some dolphins swimming by!"
United States
Hilda H.
The price is AED 942
AED 2,421 total
includes taxes & fees
5 Apr - 6 Apr
Manatee at Coastal Breeze | Stunning Bay Views | Walk to Beach | Dock Access | Fishing | Beach Gear

Near Beaches & Outdoor Activites! Relaxation and Fun! 2 BR/BA/LR & KITCHEN

Near Beaches & Outdoor Activites! Relaxation and Fun! 2 BR/BA/LR & KITCHEN
Bradenton
10.0 out of 10, Exceptional, (12 reviews)
"The host was great, everything we needed was already there. Great property, super clean, excellent location. "
United States
Ellen L.
The price is AED 551
AED 1,289 total
includes taxes & fees
12 Apr - 13 Apr
Near Beaches & Outdoor Activites! Relaxation and Fun! 2 BR/BA/LR & KITCHEN

Turtle at Coastal Breeze | Peaceful 2nd Floor, Walk to Turtle Beach, On the Bay, Boat Dock, Fishing

Turtle at Coastal Breeze | Peaceful 2nd Floor, Walk to Turtle Beach, On the Bay, Boat Dock, Fishing
Sarasota
10.0 out of 10, Exceptional, (21 reviews)
"Will stay here again."
United States
Anonymous traveler
The price is AED 770
AED 2,112 total
includes taxes & fees
1 Apr - 2 Apr
Turtle at Coastal Breeze | Peaceful 2nd Floor, Walk to Turtle Beach, On the Bay, Boat Dock, Fishing

Gulf Front Escape – Silver Sands #252 by RVA

Gulf Front Escape – Silver Sands #252 by RVA
Longboat Key
9.0 out of 10, Wonderful, (102 reviews)
"Perfect for our family "
United States
Alan B.
The price is AED 797
AED 1,528 total
includes taxes & fees
24 Mar - 25 Mar
Gulf Front Escape – Silver Sands #252 by RVA

Charming 1-bedroom, beachfront condo in marvelous Longboat Key

Charming 1-bedroom, beachfront condo in marvelous Longboat Key
Longboat Key
9.0 out of 10, Wonderful, (35 reviews)
"Easy check in and the condo was exactly what we were expecting. "
United States
Kellie C.
The price is AED 918
AED 1,636 total
includes taxes & fees
26 Mar - 27 Mar
Charming 1-bedroom, beachfront condo in marvelous Longboat Key

Casa Azul 2Bed/1Bath

Casa Azul 2Bed/1Bath
Bayou Oaks
9.6 out of 10, Exceptional, (73 reviews)
"Very attractive and clean spa"
United States
Catherine M.
The price is AED 466
AED 870 total
includes taxes & fees
29 Mar - 30 Mar
Casa Azul 2Bed/1Bath

*Casa Bella* Waterfront View! 2BR, w/2 Pools, Mins to IMG/Beach/Anna Maria Isl

*Casa Bella* Waterfront View! 2BR, w/2 Pools, Mins to IMG/Beach/Anna Maria Isl
Bradenton
9.8 out of 10, Exceptional, (56 reviews)
"Host was very responsive and provided helpful information for our stay."
United States
Azure G.
The price is AED 511
AED 1,288 total
includes taxes & fees
9 Apr - 10 Apr
*Casa Bella* Waterfront View! 2BR, w/2 Pools, Mins to IMG/Beach/Anna Maria Isl

*Casa Mia* Fabulous 2BR Condo w/2Pools, Mins to IMG/Beach/Anna Maria Isl

*Casa Mia* Fabulous 2BR Condo w/2Pools, Mins to IMG/Beach/Anna Maria Isl
Bradenton
9.8 out of 10, Exceptional, (128 reviews)
"We had a pleasant stay! Very nice location! Close to everything. The host, Richard, was very helpful. Would definetely stay again "
United States
Marilu R.
The price is AED 511
AED 1,273 total
includes taxes & fees
14 Apr - 15 Apr
*Casa Mia* Fabulous 2BR Condo w/2Pools, Mins to IMG/Beach/Anna Maria Isl

Relax at Gulf – Silver Sands Resort #232, Longboat

Relax at Gulf – Silver Sands Resort #232, Longboat
Longboat Key
9.2 out of 10, Wonderful, (77 reviews)
"Was good. Decent place to work remotely. Open to better rate in the future to stay for a month."
United States
Dan S.
The price is AED 724
AED 1,429 total
includes taxes & fees
21 Apr - 22 Apr
Relax at Gulf – Silver Sands Resort #232, Longboat
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Osprey Hotel Reviews

Frequently asked questions

How much do condos in Osprey cost?
Condos in Osprey range from AED 870 to AED 2,474 per night. These stays provide loads of space for your whole crew at a price that's friendly on the pocket. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best condos in Osprey?
Choose from multiple condos in Osprey with a total average guest review rating of 9.6. Venice Beach Villas comes highly recommended if you're traveling with the whole crew or just want to stretch out. This 3-star condo also features therapeutic mineral springs and a barbecue grill. Walk To The Beach From Modern Condo Or Hop On A Bike To Siesta Village is another guest fave. It has a 3-star rating and amenities such as a deck and a lanai.
How many condos are there in Osprey?
Work out your vacation dates and then pick from 3714 condos in Osprey. For an official business trip, a couples' getaway or anything in between, Expedia will help you find the perfect place in a few quick clicks.
Are there any 5-star condos in Osprey?
Although there are no 5-star condos in Osprey, there are 4-star accommodations that have what you're looking for. Located about 11 kilometers from the downtown area, Gulf Holiday By Beachside Management comes with concierge services and a swimming pool. Another upscale retreat is Excelsior Beach To Bay - Bayside. It's roughly 8 kilometers from the center of Osprey and has amenities like a swimming pool and a deck.
Why book your condo in Osprey with Expedia?
With Expedia, it's a cinch to find your ideal condo in Osprey. After someplace luxurious? Make the most of our filters to search for properties that have a 5-star rating. If you have a set budget, select how much you're willing to spend and then browse our amazing options. We'll help you find the perfect fit whatever your escape looks like.
How can I find cheap condos in Osprey?
With Expedia's user-friendly filter tool, comparing cheap condos in Osprey is a snap. To discover properties that'll make your wallet happy, refine your search by amenities, budget and star rating.